From the data in Figure and Table, estimate the percentages of molecules that have their substituents in an axial orientation for the following compounds (a) Isopropylcyclohexane (b) Fluorocyclohexane (c) Cyclohexane carbonitrile,C6H11CN Energy difference (kcal mol) 2 100 More stable isomer 80 60 40 20 Less stable isomer 10 15 Energy difference (kJ mol) Steric Strain in Monosubstituted Cyclohexanes 1,3 Diaxial strain (kcal mol) (kJ mol) 0 5 0 12 CI, Br 0 25 1 0 0 5 2 1 CH 3 8 0 9 CH CH 4 0 0 95 CH(CH3)2 4 6 1 1 C(CH3)3 11 4 2 7 C6H5 6 3 1 5 2 9 0 7 Percent

Question: From the data in Figure and Table, estimate the percentages of molecules that have their substituents in an axial orientation for the following compounds: (a)

From the data in Figure and Table, estimate the percentages of molecules that have their substituents in an axial orientation for the following compounds:

(a) Isopropylcyclohexane

(b) Fluorocyclohexane

Energy difference (kcal/mol) 2 100 More stable isomer 80 60 40 20

Energy difference (kcal/mol) 2 100 More stable isomer 80 60 40 20 Less stable isomer 10 15 Energy difference (kJ/mol) Steric Strain in Monosubstituted Cyclohexanes 1,3-Diaxial strain (kcal/mol) (kJ/mol) 0.5 0.12 CI, Br 0.25 1.0 0.5 2.1 CH 3.8 0.9 CH-CH 4.0 0.95 CH(CH3)2 4.6 1.1 C(CH3)3 11.4 2.7 C6H5 6.3 1.5 2.9 0.7 Percent

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